Charlestown Holiday Rentals

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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in Charlestown

On the beach, sun-loungers
Pet Friendly Ocean Front Private Beach Cottage

Pet Friendly Ocean Front Private Beach Cottage

Charlestown
9.6 out of 10, Exceptional, (29)
"We had a blast - great location, gorgeous beach!"
United States
Tara G.
The price is HK$3,038
HK$4,884 total
includes taxes & fees
18 Nov - 19 Nov
Pet Friendly Ocean Front Private Beach Cottage
Property grounds
Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!

Ledyard
9.8 out of 10, Exceptional, (190)
"every was very easy process and a pleasure to stay there"
United States
Michael H.
The price is HK$847
HK$2,078 total
includes taxes & fees
1 Dec - 2 Dec
Lakeside cottage ON the water with beautiful views up the lake!
Outdoor dining
Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake

Ledyard
9.8 out of 10, Exceptional, (216)
"Well equipped for family fun. Kids had a great time paddling around the lake!"
United States
Kristen A.
The price is HK$769
HK$1,844 total
includes taxes & fees
15 Dec - 16 Dec
Lakeside cottage overhanging the water, beautiful window views across the lake
Property grounds
A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!

2.0 star property
Old Mystic
10.0 out of 10, Exceptional, (6)
"Loved the personal touches!"
United States
Jenny
The price is HK$795
HK$1,682 total
includes taxes & fees
16 Nov - 17 Nov
A Mystic Stay as Sweet as Apple Pie!
Exterior
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Old Mystic
10.0 out of 10, Exceptional, (18)
"Host was very responsive and the room was really nice clean. Would definitely stay there again!"
United States
Pamela O.
The price is HK$718
HK$1,585 total
includes taxes & fees
16 Nov - 17 Nov
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Fridge, microwave, oven, stovetop
Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!

Mystic
9.6 out of 10, Exceptional, (79)
"Host was very accommodating!!"
United States
Loree H.
The price is HK$490
HK$1,389 total
includes taxes & fees
16 Nov - 17 Nov
Super Cute & Cozy Apartment in Downtown Mystic!
Microwave, stovetop, coffee/tea maker, toaster
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

Stonington
10.0 out of 10, Exceptional, (10)
"Spent one night here on our NE trip. Dining options within walking distance. Walked to downtown as well. Space is sparkling clean and neatly decorated. It’s a bit of a tight fit getting around the bed. Laundry was handy too. Lots of nice amenities as well. Highly recommended!"
United States
Lisa and Tim G.
The price is HK$591
HK$1,502 total
includes taxes & fees
18 Nov - 19 Nov
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium
Exterior
South Kingston Serenity

South Kingston Serenity

Wakefield-Peacedale
8.0 out of 10, Very good, (15)
"Great place"
United States
Anthony B.
The price is HK$964
HK$2,610 total
includes taxes & fees
17 Nov - 18 Nov
South Kingston Serenity
Beach nearby, sun-loungers, beach towels
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos

Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos

Stonington
10.0 out of 10, Exceptional, (14)
"The place was very clean and had very great accommodations. Close drive to all the attractions. Host was very accommodating! Highly recommend for a cheap option. "
United States
Keenan L.
The price is HK$1,088
HK$1,892 total
includes taxes & fees
16 Nov - 17 Nov
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
Property grounds
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Ledyard
10.0 out of 10, Exceptional, (12)
"Great place"
United States
Christopher O.
The price is HK$1,681
HK$2,083 total
includes taxes & fees
16 Nov - 17 Nov
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Exterior detail
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

West Mystic
9.8 out of 10, Exceptional, (17)
"Everything was perfecf"
United States
tom H.
The price is HK$1,546
HK$1,980 total
includes taxes & fees
16 Nov - 17 Nov
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Exterior
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Middletown
9.8 out of 10, Exceptional, (166)
"Lovely property. Convenient location and plenty of space to walk our dog. Staff was very helpful and accommodating as well! Clean and comfortable! "
United States
Diana R.
The price is HK$1,080
HK$1,388 total
includes taxes & fees
16 Nov - 17 Nov
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Exterior
Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards

Middletown
9.8 out of 10, Exceptional, (59)
"Cottages were very nice and clean. comfortable for 4 people. Easy access to Newport area beaches and Navy base"
United States
Daniel F.
The price is HK$1,080
HK$1,388 total
includes taxes & fees
16 Nov - 17 Nov
Cottages with easy access to Newport, beaches, nature trails and vineyards
Interior
Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport

Middletown
9.6 out of 10, Exceptional, (94)
"My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. "
United States
Tamara C.
The price is HK$878
HK$3,432 total
includes taxes & fees
9 Dec - 10 Dec
Ellery Bungalow #51- Island Calm Near Newport
TV, fireplace
Ellery Beach Bungalow #45- A Refined Island Escape

Ellery Beach Bungalow #45- A Refined Island Escape

Middletown
10.0 out of 10, Exceptional, (1)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
United States
Dana N.
The price is HK$800
HK$3,363 total
includes taxes & fees
17 Nov - 18 Nov
Ellery Beach Bungalow #45- A Refined Island Escape
TV
Marshland Cottage • Walk to Wickford Village

Marshland Cottage • Walk to Wickford Village

2.0 star property
Wickford Village Historic District
10.0 out of 10, Exceptional, (3)
"Quaint and cute, newly remodeled home just steps to downtown Wickford for shopping and restaurants. Short drive to town beach and playground. Blending the old with new bathrooms, laundry, and kitchen/appliances. High ceilings, new windows and refurbished hardwoods. Very clean. Well appointed kitchen and laundry. Very quiet with marsh view. Our family stayed here 4 days for our daughter’s wedding Sept 2025. Lots of space for bride and bridesmaids to get ready. Large parking lot. Home does...
United States
Frances G.
The price is HK$1,088
HK$5,144 total
includes taxes & fees
16 Nov - 17 Nov
Marshland Cottage • Walk to Wickford Village
Fridge, microwave, oven, stovetop
Contemporary cottage minutes from the heart of town!

Contemporary cottage minutes from the heart of town!

South Kingstown
10.0 out of 10, Exceptional, (44)
"Beautiful location, loved the property space and privacy! "
United States
Dianna S.
The price is HK$1,554
HK$2,862 total
includes taxes & fees
17 Nov - 18 Nov
Contemporary cottage minutes from the heart of town!
Sun-loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Groton
10.0 out of 10, Exceptional, (126)
"The rooms were all equally size with King size beds so it’s perfect for 4 couples. House is warm, clean and comfortable. Would love to come back during warmer months to enjoy the deck and all the house has to offer. Thank you"
United States
Shirley T.
The price is HK$1,436
HK$3,851 total
includes taxes & fees
16 Dec - 17 Dec
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Marina
Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6

Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6

Middletown
9.8 out of 10, Exceptional, (73)
"Beautiful cottage in a great location. Worked perfectly for my little family. Would definitely recommend and would stay here again."
United States
Kathleen
The price is HK$902
HK$2,267 total
includes taxes & fees
16 Nov - 17 Nov
Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Mystic
9.8 out of 10, Exceptional, (158)
"Great Location! Within walking distance to all the sights in Mystic!"
United States
Jamye B.
The price is HK$957
HK$2,203 total
includes taxes & fees
17 Nov - 18 Nov
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlestown Hotel Reviews

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

10/10 Excellent
"The room was clean and the staff was good. The breakfast was not what we are use to. No eggs or sausage."
SHAWN 1-night trip
Posted 3 days ago
Hilltop Inn and Suites, near Foxwoods Casino

Find out more about Charlestown

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

  • View our selection of featured holiday rentals in Charlestown
  • Use the map to find apartments and other holiday homes in the Charlestown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlestown while they last

Look no further and take a look at our great range of rental properties in Charlestown!

Frequently asked questions

Are there holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Fantastic Umbrella Factory, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its beaches and golf courses. Make sure you have time to check out the parks and seafood restaurants during your trip.

What are some of the best holiday rentals that Charlestown has to offer?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Charlestown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Charlestown?

Choose from 73 Expedia holiday rentals in Charlestown for a memorable holiday.

What can I see and do in Charlestown?

Family-friendly attractions include Fantastic Umbrella Factory and Frosty Drew Observatory, whereas East Beach and Ninigret Park are a couple of great spots to enjoy the outdoors. Other places in town to visit include Ninigret National Wildlife Refuge and Charlestown Town Beach.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.